Default HTG hotel image

Enterprise Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Enterprise holiday rentals

A modern kitchen with granite countertops, white bar stools, wooden cabinets, and a built-in microwave.

1. 3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
10.0 out of 10, Exceptional, (1 review)
"Once the apartment was booked, communication with the host was almost immediate. Ms. Sue was kind and thoughtful throughout the entire process, checked up on us, and ensured we had all we needed. She was available at any time we needed her and was always pleasant; even after we departed, she contacted us to inquire about our safe arrival. The environment was quiet, safe, and peaceful. If you are looking to enjoy a nice quiet vacation without the noise, and is not far from all the major areas,...
United States
Casnel
The price is AU$520
includes taxes & fees
1 Oct - 2 Oct
3-bedroom Home with Private Jacuzzi
A modern living room with a sectional sofa, a glass coffee table, and a sliding glass door with a geometric design.

2. Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is AU$227
includes taxes & fees
4 Oct - 5 Oct
Serene 1-bedroom apt with AC in charming Chaguanas
A modern living room with a flat-screen TV on a wooden cabinet, a kitchen area with a refrigerator and a dining table, and a hallway leading to a door.

3. El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
9.8 out of 10, Exceptional, (7 reviews)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is AU$145
includes taxes & fees
4 Oct - 5 Oct
El Carmen Apartments
Interior

4. Cosy Carnival Central|WIFI| Ariapita Ave

Cosy Carnival Central|WIFI| Ariapita Ave
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"If using hot water you just turn on a switch, otherwise host in fantastic in communicating with tenants."
United States
QUEENALICIA
The price is AU$168
includes taxes & fees
3 Oct - 4 Oct
Cosy Carnival Central|WIFI| Ariapita Ave
A building with a dark facade, a wooden door, and a window with shutters. There are two wall-mounted lights on either side of the window.

5. A modern tiny house, big on comfort, with an urban tiny living experience.

A modern tiny house, big on comfort, with an urban tiny living experience.
Chaguanas
9.4 out of 10, Exceptional, (6 reviews)
"Our stay was amazing and surprisingly comfortable and large for a tiny home. My family enjoyed all the amenities offered and the little touches that made it feel like home away from home. Highly recommended and looking forward to our next trip."
Canada
Sherryann P.
The price is AU$185
includes taxes & fees
26 Oct - 27 Oct
A modern tiny house, big on comfort, with an urban tiny living experience.
A neatly made bed with grey linens and a folded towel, a painting of palm trees at sunset on the wall, and a grey curtain.

6. The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Chin Chin Savanna Village
10.0 out of 10, Exceptional, (2 reviews)
"The place was very clean"
United States
Bryan
The price is AU$138
includes taxes & fees
13 Oct - 14 Oct
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
A modern living room with a flat-screen TV mounted on a wall, a black sofa, and a wooden entertainment unit with shelves.

7. Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Kelly Village
9.6 out of 10, Exceptional, (5 reviews)
"Excellent location and customer service."
United States
Preston
The price is AU$138
includes taxes & fees
13 Oct - 14 Oct
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
A bedroom with a bed, pillows, a wooden wardrobe, a mirror, and a TV.

8. Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
Downtown Port of Spain
The price is AU$157
includes taxes & fees
1 Oct - 2 Oct
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
A bunk bed with a small table in the middle. The table has a stack of plates, a few cups, and a bottle of hand sanitizer.

9. Sunflower Apartments Trinidad

Sunflower Apartments Trinidad
3.0 star property
Couva
8.6 out of 10, Excellent, (12 reviews)
"I come here once a year I like the privacy and secure feeling I will continue to come here as long as it is available "
United States
Anonymous traveller
The price is AU$144
includes taxes & fees
1 Oct - 2 Oct
Sunflower Apartments Trinidad
A pool area with a covered seating area, columns, and a tiled roof.

10. Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is AU$279
includes taxes & fees
2 Oct - 3 Oct
Emporis Resort
A room with a washing machine, a small table, and a window with curtains.

11. Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
St helena village piarco
The price is AU$262
includes taxes & fees
1 Oct - 2 Oct
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
A compact kitchen with a stove, oven, and refrigerator. There is a dining area with a table and chairs. A television is mounted on the wall.

12. Stewart Suite Apt -Trincity, Airport, Full Apt

Stewart Suite Apt -Trincity, Airport, Full Apt
Trincity
9.6 out of 10, Exceptional, (8 reviews)
"The accommodation is clean and the hoste was very responsive and welcoming. "
France
Anonymous traveller
The price is AU$134
includes taxes & fees
7 Oct - 8 Oct
Stewart Suite Apt -Trincity, Airport, Full Apt
A bedroom with a bed, a nightstand, a wall-mounted lamp, a ceiling fan, a chandelier, a wardrobe, and a painting of a sunset.

13. Stewart Hotel Apt - Trincity, Airport, Full Apt

Stewart Hotel Apt - Trincity, Airport, Full Apt
Trincity
9.4 out of 10, Exceptional, (3 reviews)
"Very Good & Pleasant Apt. In a Good Area too and the host and his wife is helpful and lovely. "
United States
Lindy-Ann
Stewart Hotel Apt - Trincity, Airport, Full Apt
Exterior detail

14. Charming Piarco Home with Garden View

Charming Piarco Home with Garden View
Piarco
The price is AU$213
includes taxes & fees
7 Oct - 8 Oct
Charming Piarco Home with Garden View
A modern kitchen with grey cabinets, a stainless steel refrigerator, and a white countertop.

15. Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Tacarigua
9.0 out of 10, Wonderful, (2 reviews)
"Very nice place. Host was very accommodating with quick replies to all my queries. Unfortunately lots of barking dogs in the neighborhood which kept me up at night."
United States
Stephen S.
The price is AU$175
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
A modern kitchen with stainless steel appliances, white cabinetry, and a gas stove.

16. "Modern Comfort Near Airport & Shopping - The Cozy Condo"

"Modern Comfort Near Airport & Shopping - The Cozy Condo"
Arouca, Tunapuna/Piarco Regional Corporation
10.0 out of 10, Exceptional, (2 reviews)
"Great location approximately 10-15 minutes away from the airport. Close to Trincity mall with grocery. About a 30 minute drive to Port of Spain without traffic, considering all Carnival activities was in Port of Spain. The entire condo was very clean and tidy, which made our stay comfortable. The two areas of improvement in my humble opinion would be the directions received was not clear, it was challenging being a visitor to the country. But the instructions inside of the booklet at the condo I...
United States
seema p.
The price is AU$187
includes taxes & fees
1 Oct - 2 Oct
"Modern Comfort Near Airport & Shopping - The Cozy Condo"
A flat-screen TV on a wooden stand with a lamp beside it, displaying a home hub interface with various app icons.

17. Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Couva
10.0 out of 10, Exceptional, (1 review)
"This property was just as advertised. It was comfortable and inviting. Treston communicated with us to ensure we had everything we needed. If you do not have transport, you do have to walk out to get it, which we did not mind. Otherwise, the place did not disappoint at all. I would stay there again. Thank you Treston for your hospitality!"
United States
Ianna P.
The price is AU$197
includes taxes & fees
20 Oct - 21 Oct
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
A hotel room with a bed, a TV mounted on the wall, two chairs around a small table with a plant, and a wooden door.

18. Tropical Nest Arima Near Airport Self Check-In

Tropical Nest Arima Near Airport Self Check-In
Arima
The price is AU$140
includes taxes & fees
12 Oct - 13 Oct
Tropical Nest Arima Near Airport Self Check-In
A pool area with a view of a hill and a building in the background.

19. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is AU$168
includes taxes & fees
4 Oct - 5 Oct
WINDCREST VILLA - Great view near Port of Spain
A living room with a wooden floor, two wooden chairs, a small round table with a bowl and remote, and a TV mounted on the wall.

20. Stylish 1-bed Opposite Queens Park Savannah

Stylish 1-bed Opposite Queens Park Savannah
2.0 star property
Downtown Port of Spain
10.0 out of 10, Exceptional, (1 review)
"This property is AMAZING! It is spotless, conveniently located and the owner has used her own travel experiences to anticipate what a traveler may need while staying at her property. The home is beautifully decorated, extremely well maintained. The neighbors are all friendly and helpful & the owner is extremely responsive to any questions you may have. We HIGHLY recommend this property. We are definitely planning to be repeat customers. Top level accommodations and host accountability at a...
United States
Gary
The price is AU$233
includes taxes & fees
6 Oct - 7 Oct
Stylish 1-bed Opposite Queens Park Savannah
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Enterprise Hotel Reviews

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

10/10 Excellent
"Everything was fine during my stay at the hotel."
GLORIA MARIANA 2-night trip
Posted 22 hours ago
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Find out more about Enterprise

Everything you need to know about Enterprise holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Enterprise holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Enterprise holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Enterprise holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Enterprise. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Enterprise holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Enterprise holiday rentals we have selected for you start as low as AU$138 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Enterprise rentals

At Expedia, we put the best Enterprise holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Enterprise rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Enterprise holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Enterprise. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Enterprise?

Yes, there are holiday rentals close to the most popular sights in Enterprise, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Enterprise has to offer?

Gulfview Townhouse With Pool and Jacuzzi: This holiday home rental outside of Enterprise offers an outdoor pool, a garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Enterprise?

Explore the area and family-friendly sights such as Emperor Valley Zoo, or get out into nature at a spot like Queen's Park Savanah. Trinidad and Tobago Civil Aviation Authority and Trincity Mall are a couple of places you'll find in the wider area.

What are holiday rentals like in Enterprise?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Enterprise. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.